data_U3H
# 
_chem_comp.id                                    U3H 
_chem_comp.name                                  
;3'-DEOXY-URIDINE 5'-TRIPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H17 N2 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-10-29 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        470.158 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U3H 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1N38 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
U3H N1     N1   N 0 1 N N N -6.942  90.522  18.839 -3.631 1.935  -0.629 N1     U3H 1  
U3H C6     C6   C 0 1 N N N -7.598  91.303  19.767 -3.536 3.307  -0.788 C6     U3H 2  
U3H C2     C2   C 0 1 N N R -7.271  88.957  19.130 -4.956 1.312  -0.632 C2     U3H 3  
U3H O2     O2   O 0 1 N N N -6.790  88.068  18.427 -4.923 0.043  -1.276 O2     U3H 4  
U3H N3     N3   N 0 1 N N N -8.122  88.668  20.193 -5.944 2.140  -1.314 N3     U3H 5  
U3H C4     C4   C 0 1 N N N -8.721  89.585  21.059 -5.844 3.504  -1.502 C4     U3H 6  
U3H O4     O4   O 0 1 N N N -9.450  89.170  21.964 -6.751 4.203  -1.948 O4     U3H 7  
U3H C5     C5   C 0 1 N N N -8.422  90.980  20.793 -4.534 4.112  -1.164 C5     U3H 8  
U3H "C1'"  C1*  C 0 1 N N R -6.002  90.824  17.673 -2.520 1.128  -0.211 "C1'"  U3H 9  
U3H "C2'"  C2*  C 0 1 N N R -6.572  90.563  16.265 -1.308 1.289  -1.113 "C2'"  U3H 10 
U3H "O2'"  O2*  O 0 1 N N N -5.733  89.653  15.572 -1.310 0.329  -2.151 "O2'"  U3H 11 
U3H "C3'"  C3*  C 0 1 N N N -6.708  91.889  15.575 -0.167 1.075  -0.146 "C3'"  U3H 12 
U3H "C4'"  C4*  C 0 1 N N S -5.806  92.800  16.375 -0.692 1.703  1.132  "C4'"  U3H 13 
U3H "O4'"  O4*  O 0 1 N N N -5.469  92.185  17.638 -2.120 1.530  1.107  "O4'"  U3H 14 
U3H "C5'"  C5*  C 0 1 N N N -6.331  94.247  16.275 -0.387 3.192  1.237  "C5'"  U3H 15 
U3H "O5'"  O5*  O 0 1 N N N -6.510  95.009  17.455 1.018  3.377  1.218  "O5'"  U3H 16 
U3H PA     PA   P 0 1 N N S -7.740  96.126  17.478 1.637  4.869  1.315  PA     U3H 17 
U3H O1A    O1A  O 0 1 N N N -7.160  97.538  17.132 3.137  4.932  1.284  O1A    U3H 18 
U3H O2A    O2A  O 0 1 N N N -8.341  96.105  18.911 0.970  5.495  2.649  O2A    U3H 19 
U3H O3A    O3A  O 0 1 N N N -8.749  95.515  16.260 0.916  5.687  0.123  O3A    U3H 20 
U3H PB     PB   P 0 1 N N R -9.071  96.346  14.858 1.005  5.534  -1.482 PB     U3H 21 
U3H O1B    O1B  O 0 1 N N N -10.009 95.415  13.995 0.582  4.204  -2.032 O1B    U3H 22 
U3H O2B    O2B  O 0 1 N N N -7.751  96.634  14.057 2.522  5.964  -1.839 O2B    U3H 23 
U3H O3B    O3B  O 0 1 N N N -9.988  97.703  15.261 0.120  6.792  -1.978 O3B    U3H 24 
U3H PG     PG   P 0 1 N N N -10.180 99.007  14.272 -1.454 7.128  -1.827 PG     U3H 25 
U3H O1G    O1G  O 0 1 N N N -9.417  99.212  12.919 -1.939 7.228  -0.411 O1G    U3H 26 
U3H O2G    O2G  O 0 1 N N N -11.102 100.171 14.871 -1.627 8.471  -2.709 O2G    U3H 27 
U3H O3G    O3G  O 0 1 N N N -8.895  99.598  14.993 -2.173 5.993  -2.725 O3G    U3H 28 
U3H H6     H6   H 0 1 N N N -7.432  92.389  19.670 -2.550 3.705  -0.578 H6     U3H 29 
U3H "H2'"  H2*  H 0 1 N N N -6.764  88.038  18.751 -5.317 1.164  0.391  "H2'"  U3H 30 
U3H H3     H3   H 0 1 N N N -8.328  87.682  20.354 -6.771 1.677  -1.678 H3     U3H 31 
U3H H5     H5   H 0 1 N N N -8.831  91.815  21.385 -4.405 5.181  -1.276 H5     U3H 32 
U3H "H1'"  H1*  H 0 1 N N N -5.194  90.089  17.900 -2.844 0.082  -0.159 "H1'"  U3H 33 
U3H "H2''" *H2* H 0 0 N N N -7.579  90.087  16.305 -1.258 2.290  -1.557 "H2''" U3H 34 
U3H HA     HA   H 0 1 N N N -6.084  89.492  14.704 -1.758 -0.457 -1.800 HA     U3H 35 
U3H "H3'"  H3*  H 0 1 N N N -6.487  91.865  14.482 0.001  0.000  -0.001 "H3'"  U3H 36 
U3H "H3'2" 2H3* H 0 0 N N N -7.757  92.251  15.474 0.779  1.503  -0.494 "H3'2" U3H 37 
U3H "H4'"  H4*  H 0 1 N N N -4.777  92.932  15.965 -0.294 1.196  2.016  "H4'"  U3H 38 
U3H "H5'1" 1H5* H 0 0 N N N -5.670  94.817  15.580 -0.784 3.600  2.171  "H5'1" U3H 39 
U3H "H5'2" 2H5* H 0 0 N N N -7.291  94.238  15.708 -0.826 3.734  0.394  "H5'2" U3H 40 
U3H HO1    HO1  H 0 1 N N N -7.949  96.692  13.130 2.829  5.896  -2.768 HO1    U3H 41 
U3H HO2    HO2  H 0 1 N N N -8.200  99.716  14.356 -3.152 5.937  -2.726 HO2    U3H 42 
U3H HO3    HO3  H 0 1 N N N -11.285 99.992  15.786 -2.492 8.935  -2.704 HO3    U3H 43 
U3H HO4    HO4  H 0 1 N N N -7.638  96.101  19.550 1.344  5.254  3.524  HO4    U3H 44 
U3H HO5    HO5  H 0 1 N N N -6.666  88.394  17.544 -4.103 0.016  -1.796 HO5    U3H 45 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
U3H N1    C6     SING N N 1  
U3H N1    C2     SING N N 2  
U3H N1    "C1'"  SING N N 3  
U3H C6    C5     DOUB N N 4  
U3H C6    H6     SING N N 5  
U3H C2    O2     SING N N 6  
U3H C2    N3     SING N N 7  
U3H C2    "H2'"  SING N N 8  
U3H N3    C4     SING N N 9  
U3H N3    H3     SING N N 10 
U3H C4    O4     DOUB N N 11 
U3H C4    C5     SING N N 12 
U3H C5    H5     SING N N 13 
U3H "C1'" "C2'"  SING N N 14 
U3H "C1'" "O4'"  SING N N 15 
U3H "C1'" "H1'"  SING N N 16 
U3H "C2'" "O2'"  SING N N 17 
U3H "C2'" "C3'"  SING N N 18 
U3H "C2'" "H2''" SING N N 19 
U3H "O2'" HA     SING N N 20 
U3H "C3'" "C4'"  SING N N 21 
U3H "C3'" "H3'"  SING N N 22 
U3H "C3'" "H3'2" SING N N 23 
U3H "C4'" "O4'"  SING N N 24 
U3H "C4'" "C5'"  SING N N 25 
U3H "C4'" "H4'"  SING N N 26 
U3H "C5'" "O5'"  SING N N 27 
U3H "C5'" "H5'1" SING N N 28 
U3H "C5'" "H5'2" SING N N 29 
U3H "O5'" PA     SING N N 30 
U3H PA    O1A    DOUB N N 31 
U3H PA    O2A    SING N N 32 
U3H PA    O3A    SING N N 33 
U3H O3A   PB     SING N N 34 
U3H PB    O1B    DOUB N N 35 
U3H PB    O2B    SING N N 36 
U3H PB    O3B    SING N N 37 
U3H O3B   PG     SING N N 38 
U3H PG    O1G    DOUB N N 39 
U3H PG    O2G    SING N N 40 
U3H PG    O3G    SING N N 41 
U3H HO1   O2B    SING N N 42 
U3H HO2   O3G    SING N N 43 
U3H HO3   O2G    SING N N 44 
U3H HO4   O2A    SING N N 45 
U3H HO5   O2     SING N N 46 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
U3H SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC2OC(N1C=CC(=O)NC1O)C(O)C2 
U3H InChI            InChI                1.02b 
InChI=1/C9H17N2O14P3/c12-6-3-5(23-8(6)11-2-1-7(13)10-9(11)14)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8-9,12,14H,3-4H2,(H,10,13)(H,18,19)(H,20,21)(H2,15,16,17)/t5-,6+,8+,9+/m0/s1/f/h10,15-16,18,20H 
U3H InChIKey         InChI                1.02b CVEDUOUYNXHQBA-MMHLTMLNDZ 
U3H SMILES_CANONICAL CACTVS               3.341 O[C@@H]1C[C@@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)O[C@H]1N2C=CC(=O)N[C@H]2O 
U3H SMILES           CACTVS               3.341 O[CH]1C[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O[CH]1N2C=CC(=O)N[CH]2O 
U3H SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H](O[C@H]([C@@H]1O)N2C=CC(=O)NC2O)CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O 
U3H SMILES           "OpenEye OEToolkits" 1.5.0 C1C(OC(C1O)N2C=CC(=O)NC2O)COP(=O)(O)OP(=O)(O)OP(=O)(O)O 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
U3H "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-1-{3-deoxy-5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-2-hydroxy-2,3-dihydropyrimidin-4(1H)-one 
U3H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,4R,5R)-4-hydroxy-5-(2-hydroxy-4-oxo-2,3-dihydropyrimidin-1-yl)oxolan-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate"                  
# 
